Guest Stars Jim True-Frost as Det. Roland "Prez" Pryzbylewski Delaney Williams as Sgt. Jay Landsman Michael K. Williams as Omar Little Tray Chaney as Malik 'Poot' Carr Hassan Johnson as Roland "Wee-Bey" Brice Peter Gerety as Judge Daniel Phelan Leo Fitzpatrick as Johnny Michael B. Jordan as Wallace Shamyl Brown as Donette Wendy Grantham as Shardene Innes Clayton LeBouef as Wendell "Orlando" Blocker Brandon Price as Anton "Stinkum" Artis Nat Benchley as Det. Augustus "Augie" Polk Aaron Michael Lacey as Waiter Angel M. Wainwright as Tywanda David J. Smolar as Piano Player in Restaurant Co Starring Domenick Lombardozzi as Det. Thomas "Herc" Hauk Clarke Peters as Det. Lester Freamon Seth Gilliam as Det. Ellis Carver J.D. Williams as Preston "Bodie" Broadus